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Cupertino Holiday Rentals

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Our top choices for Cupertino holiday rentals

Brand New Guest Suite + Luxurious Bath, Near SJC

Brand New Guest Suite + Luxurious Bath, Near SJC
Burbank
8.0 out of 10, Very good, (16 reviews)
"Just a room and a bath in a good locationMet my needs -- would stay there againI recommend it"
United States
Elena L.
The price is AU$203
includes taxes & fees
6 July - 7 July
Brand New Guest Suite + Luxurious Bath, Near SJC

Gourmet Kitchen + Private Front Yard + Parking

Gourmet Kitchen + Private Front Yard + Parking
Burbank
7.6 out of 10, Good, (20 reviews)
"Great location, clean, friendly owners. "
United States
Brian L.
The price is AU$248
includes taxes & fees
15 June - 16 June
Gourmet Kitchen + Private Front Yard + Parking

Upscale Bay Area themed place near Santana Row

Upscale Bay Area themed place near Santana Row
West San Jose
10.0 out of 10, Exceptional, (5 reviews)
"Place was beautiful. Very convenient to westfield mall and Santana row. "
United States
Kelly L.
The price is AU$415
includes taxes & fees
18 June - 19 June
Upscale Bay Area themed place near Santana Row

Brand New Private One Bedroom Cottage with a Wet Bar/Kitchenette

Brand New Private One Bedroom Cottage with a Wet Bar/Kitchenette
Cupertino
9.6 out of 10, Exceptional, (4 reviews)
"This property is located in a residential and quiet neighborhood with a nice park within walking distance! Great place for someone who is traveling by themselves!"
United States
Kevin
The price is AU$472
includes taxes & fees
15 June - 16 June
Brand New Private One Bedroom Cottage with a Wet Bar/Kitchenette

Brand New! Guest House - Modern Stylish & Central

Brand New! Guest House - Modern Stylish & Central
Santa Clara
10.0 out of 10, Exceptional, (45 reviews)
"I have stayed here a few times now and its my go-to when I am in town. This location is always clean and its in a great location!"
United States
Kai S.
The price is AU$360
includes taxes & fees
24 June - 25 June
Brand New! Guest House - Modern Stylish & Central

Charming Apartment in the heart of Silicon Valley unit 3

Charming Apartment in the heart of Silicon Valley unit 3
San Jose
9.4 out of 10, Exceptional, (9 reviews)
"Easy stay, walking distance to Santana Row. "
United States
Eric H.
The price is AU$293
includes taxes & fees
14 June - 15 June
Charming Apartment in the heart of Silicon Valley unit 3

Posh place near Santana Row for vacation/business

Posh place near Santana Row for vacation/business
West San Jose
9.6 out of 10, Exceptional, (28 reviews)
"Perfect gem! Great location, clean property. Very professional and kind host. "
United States
S R.
The price is AU$381
includes taxes & fees
15 June - 16 June
Posh place near Santana Row for vacation/business

Spacious 4 Bd 4 Ba home close to all the best of San Jose

Spacious 4 Bd 4 Ba home close to all the best of San Jose
Buena Vista
9.8 out of 10, Exceptional, (59 reviews)
"This home with 4 bedrooms and 4 bathrooms was perfect for 8 of us. Kitchen was great, not alot of pans or utensils but we always bring ours cause my son has celiac. Beautiful home and comfy. Close to downtown, easy access to SAP Center. We would definitely stay again. "
United States
Nichole D.
The price is AU$703
includes taxes & fees
29 June - 30 June
Spacious 4 Bd 4 Ba home close to all the best of San Jose

Airy Modern 2BR/2BA - Parking + Laundry + Sleep 6

Airy Modern 2BR/2BA - Parking + Laundry + Sleep 6
Shasta-Hanchett Park
9.8 out of 10, Exceptional, (9 reviews)
"Suitable for the family. Within walking distance of where we wanted go."
United States
Michael A.
The price is AU$470
includes taxes & fees
5 July - 6 July
Airy Modern 2BR/2BA - Parking + Laundry + Sleep 6

Kasa University-Airport Santa Clara

Kasa University-Airport Santa Clara
4.0 star property
Santa Clara
9.0 out of 10, Wonderful, (67 reviews)
",Clean modern and comfortable facility. The amenities were perfect! "
United States
Elizabeth
The price is AU$311
includes taxes & fees
10 July - 11 July
Kasa University-Airport Santa Clara

Downtown 1bd/1ba ADU

Downtown 1bd/1ba ADU
Heritage District
10.0 out of 10, Exceptional, (1 review)
"This location was FANTASTIC! I really didn’t realize when I booked how close it was to the CalTrain to go to San Francisco which made our weekends SO easy! It also had the cutest shopping area on the other side of the train that met all our needs. The room apartment was spacious and clean, and even had a tub which I didn’t realize was so rare in California lol! And even though there was an accident with a pipe in the laundry room, the host made sure it was clean and accessible! It was a truly...
United States
Kayla P.
The price is AU$481
includes taxes & fees
29 June - 30 June
Downtown 1bd/1ba ADU

Luxury 1 bedroom apartment in Santana Row, San Jose

Luxury 1 bedroom apartment in Santana Row, San Jose
San Jose
9.8 out of 10, Exceptional, (7 reviews)
"Nice place and great location."
United States
Rhonda
The price is AU$549
includes taxes & fees
14 June - 15 June
Luxury 1 bedroom apartment in Santana Row, San Jose

Comfy stay in Santa Clara

Comfy stay in Santa Clara
Santa Clara
10.0 out of 10, Exceptional, (1 review)
"Very nice property, and conveniently located"
United States
Richard A.
The price is AU$579
includes taxes & fees
17 June - 18 June
Comfy stay in Santa Clara

San Jose 3b2b near DT & Tech Hub

San Jose 3b2b near DT & Tech Hub
Buena Vista
9.0 out of 10, Wonderful, (19 reviews)
"Thank you for a pleasant stay. "
United States
Amanda I.
The price is AU$796
includes taxes & fees
23 June - 24 June
San Jose 3b2b near DT & Tech Hub

Cozy, central Santa Clara escape

Cozy, central Santa Clara escape
Santa Clara
7.0 out of 10, Good, (2 reviews)
"Enjoyed our stay!"
United States
Slflo70 F.
The price is AU$586
includes taxes & fees
17 June - 18 June
Cozy, central Santa Clara escape

Stylish Central San Jose 3B2B w/crib Free Parking

Stylish Central San Jose 3B2B w/crib Free Parking
St. Leo's
9.6 out of 10, Exceptional, (8 reviews)
"Location was great and the home was nice. "
United States
Matt K.
Stylish Central San Jose 3B2B w/crib Free Parking

Modern style Santana Row loft

Modern style Santana Row loft
San Jose
9.6 out of 10, Exceptional, (5 reviews)
"The host was very responsive and attentive. Also loved the proximity to Santana Row shopping "
United States
Sue A.
The price is AU$702
includes taxes & fees
3 July - 4 July
Modern style Santana Row loft

Guest Suite w/ 2 beds near Downtown Sunnyvale

Guest Suite w/ 2 beds near Downtown Sunnyvale
Lowlanders
Guest Suite w/ 2 beds near Downtown Sunnyvale

Big 6BR DT SJ Getaway + Huge Backyard

Big 6BR DT SJ Getaway + Huge Backyard
Ryland
10.0 out of 10, Exceptional, (3 reviews)
"Stayed at this property for 10 days…needed a place with ample space to accommodate members of a bridal party, and work space to finish decorations and other wedding related projects. This house fit our needs perfectly. Rooms and bathrooms were clean, beds were comfortable, location was ideal. Driveway had plenty of room for multiple rental cars (no need to search for street parking). Communication with property manager was prompt and clear. I highly recommend this property!"
United States
Christina
The price is AU$1,110
includes taxes & fees
6 July - 7 July
Big 6BR DT SJ Getaway + Huge Backyard

Super Bowl Levi's 8 min /5 Free Park /AC/ Football

Super Bowl Levi's 8 min /5 Free Park /AC/ Football
Santa Clara
The price is AU$777
includes taxes & fees
17 June - 18 June
Super Bowl Levi's 8 min /5 Free Park /AC/ Football
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Cupertino Hotel Reviews

Find out more about Cupertino

Everything you need to know about Cupertino holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Cupertino holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Cupertino holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Cupertino holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Cupertino. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Cupertino holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Cupertino holiday rentals we have selected for you start as low as AU$203 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Cupertino rentals

At Expedia, we put the best Cupertino holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Cupertino rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Cupertino holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Cupertino. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Can I find a holiday rental in Cupertino?

Yes, there are holiday rentals in Cupertino close to Bowlmor Lanes, or you can select a more secluded option if you're looking for a relaxing stay. Visitors like the top-notch restaurants and shops in Cupertino. The live music and theatre scene are some other things you might like to check out during your trip.

What are some of the best holiday rentals that Cupertino has to offer?

Serene Guest Suite w/ Private Bath and Kitchenette: This holiday home rental outside of Cupertino has air conditioning and a Smart TV to help you feel perfectly comfortable in your new surroundings.

How many holiday rentals are there in Cupertino?

Expedia has 13 holiday rentals for your stay in Cupertino.

What’s there to see and do in Cupertino?

Enjoy the outdoors at Rancho San Antonio Preserve and Silicon Valley, or simply take in cultural attractions like Cupertino Historical Society and Museum and McClellan Ranch Park. In the wider area, you’ll find popular places such as Levi's Stadium and Santana Row Shopping Center.

What are holiday rentals like in Cupertino?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Cupertino. Holiday rentals offer extras such as WiFi and washers and dryers so you'll have a home away from home. If you're concerned about cleanliness, a holiday rental can offer a sense of security away from public hotel lifts and lobbies bustling with people while still allowing you the excitement and enjoyment of travel. You'll also find more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is a great option for a small group gathering.